5-nitrobenzo[c][1,2,5]thiadiazole

ID: ALA206713

Cas Number: 16252-88-3

PubChem CID: 297897

Product Number: N697247, Order Now?

Max Phase: Preclinical

Molecular Formula: C6H3N3O2S

Molecular Weight: 181.18

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 5-Nitrobenzo[C][1,2,5]Thiadiazole | 5-nitro-2,1,3-benzothiadiazole|16252-88-3|5-nitrobenzo[c][1,2,5]thiadiazole|5-nitrobenzo-2,1,3-thiadiazole|5-(Hydroxy(oxido)amino)-2,1,3-benzothiadiazole|K2T9C5FVT8|2,1,3-Benzothiadiazole, 5-nitro-|NSC169218|UNII-K2T9C5FVT8|NSC 169218|CHEMBL206713|NSC-169218|Maybridge1_005863|Oprea1_705286|SCHEMBL922633|HMS558C11|DTXSID60167385|BXZPSERJJMAPSV-UHFFFAOYSA-N|BDBM50182129|MFCD00114840|RDP 00064|AKOS003197175|AM806177|AS-61005|CS-0316448|EU-0066875|SR-01000389716|SShow More⌵

Canonical SMILES:  O=[N+]([O-])c1ccc2nsnc2c1

Standard InChI:  InChI=1S/C6H3N3O2S/c10-9(11)4-1-2-5-6(3-4)8-12-7-5/h1-3H

Standard InChI Key:  BXZPSERJJMAPSV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 12 13  0  0  0  0  0  0  0  0999 V2000
   14.3077    1.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3066    0.8847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0210    0.4721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0192    2.1242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5162    1.9727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7298    1.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7345    0.8846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5248    0.6345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0057    1.3094    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.5929    2.1235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8789    1.7110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5927    2.9481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  7  1  0
  1  2  1  0
  6  4  1  0
  5  6  2  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  4  1  2  0
  6  7  1  0
 10 11  2  0
 10 12  1  0
  1 10  1  0
M  CHG  2  10   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA206713

   5-Nitrobenzo[c][1，2，5]thiadiazole

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 181.18

Molecular Weight (Monoisotopic): 180.9946

AlogP: 1.60

#Rotatable Bonds: 1

Polar Surface Area: 68.92

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.06

CX LogD: 2.06

Aromatic Rings: 2

Heavy Atoms: 12

QED Weighted: 0.49

Np Likeness Score: -2.47

References

1. Andricopulo AD, Akoachere MB, Krogh R, Nickel C, McLeish MJ, Kenyon GL, Arscott LD, Williams CH, Davioud-Charvet E, Becker K..  (2006)  Specific inhibitors of Plasmodium falciparum thioredoxin reductase as potential antimalarial agents.,  16  (8): [PMID:16458512] [10.1016/j.bmcl.2006.01.027]

Source

Source(1):

• Scientific Literature